Family-friendly holiday rentals in Upminster

Free Parking | Private Flat Near O2 & Greenwich

Private self-contained flat with free parking in peaceful Avery Hill, South East London. Ideal for couples, families, business travellers and O2 visitors. Features a private entrance, king-size bed, single bed, sofa bed, shower room, living area, kitchenette, WiFi and courtyard seating. Close to Greenwich, Blackheath, Eltham Palace and The O2, with excellent links to Central London. ✓ Sleeps 4 ✓ Free parking ✓ Self check-in ✓ Private entrance ✓ Fast WiFi ✓Courtyard ✓ Near 02 Arena & Greenwich

Indoor spaces · Kitchen · Hospitality

Luxurious houseboat in London

The houseboat is a unique place to stay in London, within easy reach of all of London’s landmarks, including Tower Bridge and Tower of London (5 mins by train). The boat is moored within a marina which means that there is very limited boat movement on the water. The houseboat is custom-designed with every possible comfort, including super fast Wifi, smart TV with content streaming services, and supremely comfortable beds. Radiators throughout the boat make this a comfortable year round option.

Indoor spaces · Family · Heating

Gwp - Rectory South

2000 sq foot 3 bed semi detached (south wing) 100 year old rectory on private estate with swiming pool. Fantastic location with easy access to london via the Elizabeth line. The gorgeous pool is shared with two other properties and you can use it any time between 10-6pm daily. A 360 video tour in 2d and 3d is available. Go to photos and in the living room section you will see an excel spreadsheet. Type the relevant link into your browser. Our other properties are available there as well.

Family · Kitchen · Access

Adorable 4 bedroom annex with hot tub

Welcome to 'The Annex' a super hidden gem, tucked away in a rural location but only 11 miles to Southend seaside with 'Adventure Island', 8 miles to Leigh-on-sea and only 33 miles from London. Nestled between the A13 and A127. 'The Annex' is the perfect setting for special occasions, birthdays, families, contractors, hens, stags, holidays, treat yourself time. Take time to relax in the bubbly hot tub. It's important to look at 'other details to note' for rules on events and celebrations.

Indoor spaces · Kitchen · Long stay

Fully Private Modern Studio Retreat

Escape to a peaceful, stylish studio with its own private entrance, designed for comfort and privacy. Perfect for solo travellers, this modern retreat offers everything you need for a relaxing stay, with excellent links to central London. Ideal for business or leisure. Sleeps 1 | 1 Bed | 1 Bath Private entrance & single-level layout Walk-in rainfall shower & heated towel rail Single bed extends to a double on request only HDTV & high-speed Wi-Fi Washer & Dryer – ideal for longer stays

Kitchen · Indoor spaces · Long stay

Exclusive retreat on a private lake

Enjoy a truly unique stay in this exclusive lodge. Situated on its own private lake, you will have everything you need to enjoy a blissful retreat with award winning country pubs such as The Dog & Pickle only a walk away. Please note: 1. We are strictly a minimum of two night stays. 2. We can only accept infants under 6 months old. 3. There is no swimming or paddle boarding allowed in the lake. NEW FOR 2026 - The Wellness Deck Sauna, Cold Plunge & outdoor shower, ready for use now!

Kitchen · Indoor spaces · Solo travel

Home in Upminster

Quiet home with essential amenities: fast internet, workspace, TV with Sky Premium, and free parking in front. You’ll have the entire home to yourself. Located in a quiet cul de sac, 5 mins drive to M25 junction 29. The closest station is Upminster (8mins by bus), with District line and C2C services reaching Fenchurch Street in 23mins (Liverpool Street in 29mins on weekends). Enjoy perfect London accessibility with suburban peace - ideal for professionals and travelers.

Kitchen · Indoor spaces · Comfort

Private studio with deck

A comfortable studio apartment set apart from the main house with off road parking right outside. Guests have their own front door, and there is a private deck looking out over neighbouring farmland . The studio has a private shower room, fresh towels and sheets are provided. There is a small kitchen area with a microwave, a toaster and an air fryer. We can arrange check in and check out times to suit us both, and we are happy to advise on the local area. Please ask!

Family · Indoor spaces · Parks

Self-contained 1 bed annexe in semi-rural location

Spacious, self contained accommodation in a peaceful location. This annexe offers lots of space, a fully equipped kitchen, a desk to work at and large wardrobes for storage. Parking for 1 vehicle, 2nd space available if requested. It’s a 5 min drive from the The Brentwood Centre & approx. 10 min drive to the High Street. There are local supermarkets, takeaways & restaurants within a 15 min walk away. There are some lovely walks on the door step.

Kitchen · Family · Long stay

Self contained bedroom & bathroom.

Self contained bedroom with work station. Sole access to shower room and patio area. Convenient to Elizabeth line (5 minute walk), A12 and M25. Single bed, desk and chair, tea and coffee. Great for return to the office or as a base for nights out in town. on-drive parking space out front and less than 5 minutes walk from also local shops, cafe, pub and restaurants. Lite breakfast available: cereal, milk, bowl and spoon.

Bathroom · Getting around · Quiet

A home away from home with a big welcome

Enjoy the peace and quiet of a no-through road. 8 minute walk to Slade Green station. Recommended for 2 guests Full use of the fully equipped kitchen Private bathroom, nothing shared apart from garden. Experience the feel of being at home. Free parking on the street, easy access to A2, M25, QE bridge/Dartford tunnel. Short and long stays can be accommodated although a minimum of two days

Family · Kitchen · Walkability

Rodings Millhouse and Windmill

As you arrive, you’ll be greeted by the charming and historic Aythorpe Roding Windmill, nestled in the peaceful Essex countryside. Set on over 2 acres of private gardens and surrounded by open fields and working farms, it offers a truly unique and tranquil escape. Whether you’re exploring the grounds or relaxing in the serene setting, it’s a place to unwind and reconnect with nature.

Family · Indoor spaces · Condition